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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 221613Erstellt: 24. Oktober 2026

Water → HCID 58406163, Verbindung

https://huagongshe.com/de/reaction/221613

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt1-Pyrrolidinecarbonyl chlorideHCID 70937—
Edukt(11S)-6-amino-11-methyl-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-2-olHCID 58406167—
LösungsmittelChloroformHCID 6212—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 58406163HCID 5840616317,9%

Reaktionsschritte

A solution of (11S)-6-amino-11-methyl-10,11-dihydro-8H-[1,4]oxazino[4′,3′:1,2]imidazo[4,5-c]quinolin-2-ol (500 mg, 1.85 mmol) dissolved in 15 mL of DMF was treated with cesium carbonate (1.80 g, 5.55 mmol) and pyrrolidinecarbonyl chloride (275 mg, 2.03 mmol). After stirring overnight at ambient temperature, the light brown mixture was poured into 150 mL of H2O and stirred for 30 minutes. The reaction mixture was extracted with CHCl3 (3×75 mL) and the combined extracts were dried over MgSO4, filtered and concentrated under reduced pressure to give a brown solid. Chromatography (SiO2, 0-20% CMA/CHCl3) gave an off-white solid which was crystallized from acetonitrile to give 122 mg of the title compound as an off-white solid, mp 218-219° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207162B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-68bc82118c8d4fbdaa40c9cdde20e58f
Quellennotizuspto-grants-2012_06